Vacation rentals in Kissimmee
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Top-rated vacation rentals in Kissimmee
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Other great vacation rentals in Kissimmee
Tiny home in Kissimmee
4.94 out of 5 average rating, 31 reviewsBrownie Delight-Tiny Home@Disney
I do not where to start. Terre was there every time I asked for anything even the little things. My situation was unique and me and my wife will forever be thankful for everything she did for us. Terre we forever be grateful you are the greatest!!!
Townhouse in Kissimmee
4.97 out of 5 average rating, 34 reviewsSummer Studio at Kissimmee
Great host. Very understanding. Helpful and kind.
Rental unit in Kissimmee
5 out of 5 average rating, 6 reviews1BR w/ Lazy River in Kissimmee!
My stay was great and will definitely come back when I travel to the area again.
Home in Kissimmee
4.95 out of 5 average rating, 20 reviewsCozy Home with Pool, 20 mins from attractions!
This property was the perfect choice for our family of two adults and two children. It was exceptionally clean, and everything we needed for our four-night stay was readily available. All the facilities were well-equipped, and out of the four accommodations we stayed in during our two-week trip, this was by far the most comfortable. The kitchen was particularly well-stocked, allowing us to prepare meals easily for our two young children. The host was kind and welcoming. If you're considering this place, I highly recommend it!
Condo in Kissimmee
5 out of 5 average rating, 18 reviewsSunshine! Swimming Pool! Golf! Close To Disney!
Great place for a quick place to stay! Hunter was very quick with responding & kind.
Rental unit in Kissimmee
5 out of 5 average rating, 5 reviewsThe Family Suite Near Silver Spurs Arena/ Sleeps 4
Check in was a breeze, the room was exactly as described and as the photos depicted, newly renovated with coffee maker, microwave and small (not mini) fridge/freezer. The bed was very comfortable and room clean. Overall this was an outstanding value for my stay.
Condo in Kissimmee
4.94 out of 5 average rating, 31 reviewsLuxury king bed, steps from pool, near Disney!
Sophia was a great host while my husband and I went to Disney world for his birthday. She was very professional. Her communication skills was exceptional. I was able to reach out to her in regards to any questions and concerns and she would respond back very quickly. All of our needs were accommodated. The Airbnb was very nice, clean and aesthetically pleasing. The area was a very nice and quite community. I would recommend booking this Airbnb.
Condo in Kissimmee
5 out of 5 average rating, 47 reviewsAmazing 2 Bedroom 10 minutes from Disney
We recently had the pleasure of staying at this place, and we must say, it exceeded all our expectations. The pictures online were spot on, and the place looked exactly as advertised—clean, modern, and perfectly maintained. It's rare to find a location that matches its presentation so perfectly, but this one truly did. A special shout-out to Rafaela, who was absolutely outstanding. From the moment we booked it, she was proactive and incredibly helpful, providing clear and concise information that made our experience smooth and enjoyable. Her dedication to ensuring everything was perfect really stood out, and I couldn't have asked for better service. If you're considering a stay here, we highly recommend it. With its impeccable presentation and the exceptional service from staff like Rafaela, you're in for a great experience!
Quick stats about vacation rentals in Kissimmee
Total rentals
7.3K properties
Total number of reviews
230K reviews
Family-friendly rentals
6.2K properties are a good fit for families
Pet-friendly rentals
1.1K properties allow pets
Rentals with a pool
6.6K properties have a pool
Rentals with dedicated workspaces
4K properties have a dedicated workspace
Frequently Asked Questions
How is the weather in Kissimmee?
Kissimmee boasts a tropical climate, with hot, humid summers reaching 90°F (32°C) and milder winters averaging around 60°F (15°C). Rainfall is more frequent in the summer, while winter tends to be drier.
What are some of the best things to do in Kissimmee?
Popular activities in Kissimmee include exploring the Old Town, a recreated Florida town full of shops and restaurants, taking a thrilling airboat tour on Lake Tohopekaliga, or enjoying a round of golf at one of the city's many golf courses.
What is the best time of year to visit Kissimmee?
The most popular time to visit Kissimmee is in the summer, particularly between March and August. During this period, the city hosts local events such as the Kissimmee Sunshine Regional Chili Cook-Off and the Silver Spurs Rodeo.
What are the best places to stay in Kissimmee?
Celebrate, a family-friendly community, is often recommended for its proximity to theme parks. Downtown Kissimmee is popular for its vibrant nightlife and historic landmarks. West Kissimmee, located close to a number of natural attractions, is also frequently suggested.
What are the best places to visit in Kissimmee?
Popular places to visit in Kissimmee include the Kissimmee Lakefront Park, the Osceola County Historical Society Pioneer Village, and Gatorland, a wildlife preserve and theme park.
What are some hiking trails in Kissimmee?
Kissimmee has a variety of hiking trails such as the Shingle Creek Regional Trail for scenic views of natural Florida or the Disney Wilderness Preserve which is home to numerous species of plants and animals.
What are some family activities to do in Kissimmee?
Families in Kissimmee can explore numerous attractions including the interactive exhibits at the Museum of Military History, a fun-filled day at Fun Spot America amusement park, or a chance to spot native Florida wildlife at the Wildlife Refuge.
What are some of the best day trip ideas in Kissimmee?
Popular day trips from Kissimmee often include a visit to Orlando, just 17 miles (27 km) away, to experience its world-renowned theme parks. Alternatively, the beautiful beaches of Clearwater are just 90 miles (145 km) away.
What types of vacation rentals are available in Kissimmee?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kissimmee. From over 3,450 house rentals, over 790 villa rentals to over 470 apartment rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Kissimmee?
Yes! Work meets play with ease at over 3,990 vacation rentals in Kissimmee featuring dedicated workspaces. Stay connected and productive in your home away from home.
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